Microbial Transformation of Curcumol by Aspergillus niger

Curcumol is a representative index component for the quality control of the essential oil of Curcuma wenyujin Y.H. Chen et C. Ling, an antivirus and anticancer drug in China. Microbial transformation of curcumol (1) by Aspergillus niger AS 3.739 yielded two products. Their structures were elucidated...

Full description

Saved in:
Bibliographic Details
Published in:Natural product communications 2013-02, Vol.8 (2), p.149-152
Main Authors: Li-Xia, Chen, Hui, Zhang, Qian, Zhao, Shi-Yu, Yin, Zhong, Zhang, Tian-Xian, Li, Feng, Qiu
Format: Article
Language:English
Subjects:
Antiviral Agents - pharmacology
Aspergillus niger - metabolism
Biotransformation
Sesquiterpenes - metabolism
Sesquiterpenes - pharmacology
Citations: Items that this one cites
Online Access:Request full text
Tags: Add Tag
No Tags, Be the first to tag this record!
cited_by
cites cdi_FETCH-LOGICAL-c408t-e3df833ada3e520065db7e3cb7db6365f33d42f93fd5516c3a5f43e4fe92eb213
container_end_page 152
container_issue 2
container_start_page 149
container_title Natural product communications
container_volume 8
creator Li-Xia, Chen
Hui, Zhang
Qian, Zhao
Shi-Yu, Yin
Zhong, Zhang
Tian-Xian, Li
Feng, Qiu
description Curcumol is a representative index component for the quality control of the essential oil of Curcuma wenyujin Y.H. Chen et C. Ling, an antivirus and anticancer drug in China. Microbial transformation of curcumol (1) by Aspergillus niger AS 3.739 yielded two products. Their structures were elucidated as 3α-hydroxycurcumol (2) and 3α-(4′-methoxy-succinyloxy)-curcumol (3) by extensive spectroscopic methods including 2D-NMR and HRESI-MS. Among them, 3 is a new compound. Esterification of the substrate with succinic acid is a novel reaction in the field of microbial transformation of natural products. Compound 2, the major transformation product of 1, was a high regio- and stereo-specific hydroxylation product and showed significant antiviral effects.
doi_str_mv 10.1177/1934578X1300800202
format article
fullrecord <record><control><sourceid>proquest_AFRWT</sourceid><recordid>TN_cdi_proquest_miscellaneous_1319168356</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sage_id>10.1177_1934578X1300800202</sage_id><sourcerecordid>1319168356</sourcerecordid><originalsourceid>FETCH-LOGICAL-c408t-e3df833ada3e520065db7e3cb7db6365f33d42f93fd5516c3a5f43e4fe92eb213</originalsourceid><addsrcrecordid>eNp9kD9rwzAUxEVpaUKaL9CheOziRtKTbHkMof8gpUsK3YxkPwUH20ole8i3r0LSLoW-5d7wu4M7Qm4ZfWAszxesACFz9cmAUkUpp_yCTJmUMi1ELi_jH4H0SEzIPIQdjaeUoKK4JhMOkkHOYEqKt6byzjS6TTZe98E63-mhcX3ibLIafTV2rk3MIVmGPfpt07ZjSPpmi_6GXFndBpyfdUY-nh43q5d0_f78ulqu00pQNaQItVUAutaAklOaydrkCJXJa5NBJi1ALbgtwNZSsqwCLa0AFBYLjoYzmJH7U-7eu68Rw1B2TaiwbXWPbgwlA1awTIHMIspPaKwUgkdb7n3TaX8oGS2Pq5V_V4umu3P-aDqsfy0_G0VgcQKC3mK5c6PvY9__Ir8BvF50fA</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>1319168356</pqid></control><display><type>article</type><title>Microbial Transformation of Curcumol by Aspergillus niger</title><source>SAGE Open Access Journals</source><creator>Li-Xia, Chen ; Hui, Zhang ; Qian, Zhao ; Shi-Yu, Yin ; Zhong, Zhang ; Tian-Xian, Li ; Feng, Qiu</creator><creatorcontrib>Li-Xia, Chen ; Hui, Zhang ; Qian, Zhao ; Shi-Yu, Yin ; Zhong, Zhang ; Tian-Xian, Li ; Feng, Qiu</creatorcontrib><description>Curcumol is a representative index component for the quality control of the essential oil of Curcuma wenyujin Y.H. Chen et C. Ling, an antivirus and anticancer drug in China. Microbial transformation of curcumol (1) by Aspergillus niger AS 3.739 yielded two products. Their structures were elucidated as 3α-hydroxycurcumol (2) and 3α-(4′-methoxy-succinyloxy)-curcumol (3) by extensive spectroscopic methods including 2D-NMR and HRESI-MS. Among them, 3 is a new compound. Esterification of the substrate with succinic acid is a novel reaction in the field of microbial transformation of natural products. Compound 2, the major transformation product of 1, was a high regio- and stereo-specific hydroxylation product and showed significant antiviral effects.</description><identifier>ISSN: 1934-578X</identifier><identifier>EISSN: 1555-9475</identifier><identifier>DOI: 10.1177/1934578X1300800202</identifier><identifier>PMID: 23513713</identifier><language>eng</language><publisher>Los Angeles, CA: SAGE Publications</publisher><subject>Antiviral Agents - pharmacology ; Aspergillus niger - metabolism ; Biotransformation ; Sesquiterpenes - metabolism ; Sesquiterpenes - pharmacology</subject><ispartof>Natural product communications, 2013-02, Vol.8 (2), p.149-152</ispartof><rights>2013 SAGE Publications Inc.</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><cites>FETCH-LOGICAL-c408t-e3df833ada3e520065db7e3cb7db6365f33d42f93fd5516c3a5f43e4fe92eb213</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://journals.sagepub.com/doi/pdf/10.1177/1934578X1300800202$$EPDF$$P50$$Gsage$$H</linktopdf><linktohtml>$$Uhttps://journals.sagepub.com/doi/10.1177/1934578X1300800202$$EHTML$$P50$$Gsage$$H</linktohtml><link.rule.ids>314,780,784,21966,27853,27924,27925,44945,45333</link.rule.ids><linktorsrc>$$Uhttps://journals.sagepub.com/doi/full/10.1177/1934578X1300800202?utm_source=summon&amp;utm_medium=discovery-provider$$EView_record_in_SAGE_Publications$$FView_record_in_$$GSAGE_Publications</linktorsrc><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/23513713$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Li-Xia, Chen</creatorcontrib><creatorcontrib>Hui, Zhang</creatorcontrib><creatorcontrib>Qian, Zhao</creatorcontrib><creatorcontrib>Shi-Yu, Yin</creatorcontrib><creatorcontrib>Zhong, Zhang</creatorcontrib><creatorcontrib>Tian-Xian, Li</creatorcontrib><creatorcontrib>Feng, Qiu</creatorcontrib><title>Microbial Transformation of Curcumol by Aspergillus niger</title><title>Natural product communications</title><addtitle>Nat Prod Commun</addtitle><description>Curcumol is a representative index component for the quality control of the essential oil of Curcuma wenyujin Y.H. Chen et C. Ling, an antivirus and anticancer drug in China. Microbial transformation of curcumol (1) by Aspergillus niger AS 3.739 yielded two products. Their structures were elucidated as 3α-hydroxycurcumol (2) and 3α-(4′-methoxy-succinyloxy)-curcumol (3) by extensive spectroscopic methods including 2D-NMR and HRESI-MS. Among them, 3 is a new compound. Esterification of the substrate with succinic acid is a novel reaction in the field of microbial transformation of natural products. Compound 2, the major transformation product of 1, was a high regio- and stereo-specific hydroxylation product and showed significant antiviral effects.</description><subject>Antiviral Agents - pharmacology</subject><subject>Aspergillus niger - metabolism</subject><subject>Biotransformation</subject><subject>Sesquiterpenes - metabolism</subject><subject>Sesquiterpenes - pharmacology</subject><issn>1934-578X</issn><issn>1555-9475</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2013</creationdate><recordtype>article</recordtype><recordid>eNp9kD9rwzAUxEVpaUKaL9CheOziRtKTbHkMof8gpUsK3YxkPwUH20ole8i3r0LSLoW-5d7wu4M7Qm4ZfWAszxesACFz9cmAUkUpp_yCTJmUMi1ELi_jH4H0SEzIPIQdjaeUoKK4JhMOkkHOYEqKt6byzjS6TTZe98E63-mhcX3ibLIafTV2rk3MIVmGPfpt07ZjSPpmi_6GXFndBpyfdUY-nh43q5d0_f78ulqu00pQNaQItVUAutaAklOaydrkCJXJa5NBJi1ALbgtwNZSsqwCLa0AFBYLjoYzmJH7U-7eu68Rw1B2TaiwbXWPbgwlA1awTIHMIspPaKwUgkdb7n3TaX8oGS2Pq5V_V4umu3P-aDqsfy0_G0VgcQKC3mK5c6PvY9__Ir8BvF50fA</recordid><startdate>20130201</startdate><enddate>20130201</enddate><creator>Li-Xia, Chen</creator><creator>Hui, Zhang</creator><creator>Qian, Zhao</creator><creator>Shi-Yu, Yin</creator><creator>Zhong, Zhang</creator><creator>Tian-Xian, Li</creator><creator>Feng, Qiu</creator><general>SAGE Publications</general><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope></search><sort><creationdate>20130201</creationdate><title>Microbial Transformation of Curcumol by Aspergillus niger</title><author>Li-Xia, Chen ; Hui, Zhang ; Qian, Zhao ; Shi-Yu, Yin ; Zhong, Zhang ; Tian-Xian, Li ; Feng, Qiu</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c408t-e3df833ada3e520065db7e3cb7db6365f33d42f93fd5516c3a5f43e4fe92eb213</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2013</creationdate><topic>Antiviral Agents - pharmacology</topic><topic>Aspergillus niger - metabolism</topic><topic>Biotransformation</topic><topic>Sesquiterpenes - metabolism</topic><topic>Sesquiterpenes - pharmacology</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Li-Xia, Chen</creatorcontrib><creatorcontrib>Hui, Zhang</creatorcontrib><creatorcontrib>Qian, Zhao</creatorcontrib><creatorcontrib>Shi-Yu, Yin</creatorcontrib><creatorcontrib>Zhong, Zhang</creatorcontrib><creatorcontrib>Tian-Xian, Li</creatorcontrib><creatorcontrib>Feng, Qiu</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Natural product communications</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext_linktorsrc</fulltext></delivery><addata><au>Li-Xia, Chen</au><au>Hui, Zhang</au><au>Qian, Zhao</au><au>Shi-Yu, Yin</au><au>Zhong, Zhang</au><au>Tian-Xian, Li</au><au>Feng, Qiu</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Microbial Transformation of Curcumol by Aspergillus niger</atitle><jtitle>Natural product communications</jtitle><addtitle>Nat Prod Commun</addtitle><date>2013-02-01</date><risdate>2013</risdate><volume>8</volume><issue>2</issue><spage>149</spage><epage>152</epage><pages>149-152</pages><issn>1934-578X</issn><eissn>1555-9475</eissn><abstract>Curcumol is a representative index component for the quality control of the essential oil of Curcuma wenyujin Y.H. Chen et C. Ling, an antivirus and anticancer drug in China. Microbial transformation of curcumol (1) by Aspergillus niger AS 3.739 yielded two products. Their structures were elucidated as 3α-hydroxycurcumol (2) and 3α-(4′-methoxy-succinyloxy)-curcumol (3) by extensive spectroscopic methods including 2D-NMR and HRESI-MS. Among them, 3 is a new compound. Esterification of the substrate with succinic acid is a novel reaction in the field of microbial transformation of natural products. Compound 2, the major transformation product of 1, was a high regio- and stereo-specific hydroxylation product and showed significant antiviral effects.</abstract><cop>Los Angeles, CA</cop><pub>SAGE Publications</pub><pmid>23513713</pmid><doi>10.1177/1934578X1300800202</doi><tpages>4</tpages><oa>free_for_read</oa></addata></record>
fulltext fulltext_linktorsrc
identifier ISSN: 1934-578X
ispartof Natural product communications, 2013-02, Vol.8 (2), p.149-152
issn 1934-578X
1555-9475
language eng
recordid cdi_proquest_miscellaneous_1319168356
source SAGE Open Access Journals
subjects Antiviral Agents - pharmacology
Aspergillus niger - metabolism
Biotransformation
Sesquiterpenes - metabolism
Sesquiterpenes - pharmacology
title Microbial Transformation of Curcumol by Aspergillus niger
url http://sfxeu10.hosted.exlibrisgroup.com/loughborough?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-08T01%3A56%3A31IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_AFRWT&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Microbial%20Transformation%20of%20Curcumol%20by%20Aspergillus%20niger&rft.jtitle=Natural%20product%20communications&rft.au=Li-Xia,%20Chen&rft.date=2013-02-01&rft.volume=8&rft.issue=2&rft.spage=149&rft.epage=152&rft.pages=149-152&rft.issn=1934-578X&rft.eissn=1555-9475&rft_id=info:doi/10.1177/1934578X1300800202&rft_dat=%3Cproquest_AFRWT%3E1319168356%3C/proquest_AFRWT%3E%3Cgrp_id%3Ecdi_FETCH-LOGICAL-c408t-e3df833ada3e520065db7e3cb7db6365f33d42f93fd5516c3a5f43e4fe92eb213%3C/grp_id%3E%3Coa%3E%3C/oa%3E%3Curl%3E%3C/url%3E&rft_id=info:oai/&rft_pqid=1319168356&rft_id=info:pmid/23513713&rft_sage_id=10.1177_1934578X1300800202&rfr_iscdi=true